Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (7): 2693-2699.DOI: 10.6023/cjoc202102048 Previous Articles     Next Articles



  1. 扬州工业职业技术学院化学工程学院 江苏扬州 225127
  • 收稿日期:2021-02-26 修回日期:2021-04-02 发布日期:2021-06-07
  • 通讯作者: 王雪
  • 基金资助:

Reduction of Trifluoromethyl Ketones with Diethyl Zinc Catalyzed by Chiral Monophosphoryl Protected Diamine

Xue Wang()   

  1. College of Chemical Engineering, Yangzhou Polytechnic Institute, Yangzhou, Jiangsu 225127
  • Received:2021-02-26 Revised:2021-04-02 Published:2021-06-07
  • Contact: Xue Wang
  • Supported by:
    Outstanding Teaching Team of 2019 “Blue Project” in Jiangsu Colleges and Universities(2019-69)

In order to obtain trifluoromethylated organic compounds with important biological activity, using phosphoramide as catalyst, diethylzinc and trifluoromethyl aromatic aldehyde as reactants, chiral trifluoromethylated organic compounds were synthesized through catalytic asymmetricβ-H transfer reduction reaction. The raw materials are cheap and easy to obtain, and the catalytic efficiency is high. The yield and ee value can be guaranteed to be highly and simultaneously under the optimized reaction conditions. Despite the large amount of catalyst, the ligand is very convenient to recycle and reuse in this system. At the same time, the reaction mechanism was speculated, and it was considered that the high stereoselectivity of the reaction was due to the formation of two six membered ring transition states and steric hindrance.

Key words: phosphoramide ligand, asymmetric catalysis, chiral trifluoromethylated compound